BATEFENTEROL SUCCINATE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C40H42ClN5O7.C4H6O4
Molecular Weight	858.332
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)CCC(O)=O.COC1=C(CNC[C@H](O)C2=CC=C(O)C3=C2C=CC(=O)N3)C=C(Cl)C(NC(=O)CCN4CCC(CC4)OC(=O)NC5=CC=CC=C5C6=CC=CC=C6)=C1

InChI

InChIKey=BDWHLFQPZLPCIZ-XLQCLRHOSA-N

InChI=1S/C40H42ClN5O7.C4H6O4/c1-52-36-22-33(31(41)21-26(36)23-42-24-35(48)29-11-13-34(47)39-30(29)12-14-37(49)45-39)43-38(50)17-20-46-18-15-27(16-19-46)53-40(51)44-32-10-6-5-9-28(32)25-7-3-2-4-8-25;5-3(6)1-2-4(7)8/h2-14,21-22,27,35,42,47-48H,15-20,23-24H2,1H3,(H,43,50)(H,44,51)(H,45,49);1-2H2,(H,5,6)(H,7,8)/t35-;/m0./s1

HIDE SMILES / InChI

Molecular Formula	C4H6O4
Molecular Weight	118.088
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	C40H42ClN5O7
Molecular Weight	740.244
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/30880951 | https://clinicaltrials.gov/ct2/show/NCT02570165

Batefenterol, previously known as GSK961081, a bifunctional muscarinic (M2 and M3 receptors) antagonist β2-agonist that is developed for chronic obstructive pulmonary disease (COPD). The drug has successfully completed phase II clinical trials with clinically significant improvements in lung function. No new or unexpected safety signals were observed in this COPD population. The conclusion from the trial was following that batefenterol 300 µg might represent the optimal dose for Phase III studies.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
Muscarinic acetylcholine receptor M1 169 Target ID: CHEMBL216 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25100753 \| https://adisinsight.springer.com/drugs/800024247	Antagonist 2778	1.4 nM [Ki]
Muscarinic acetylcholine receptor M3 159 Target ID: CHEMBL245 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25100753 \| https://adisinsight.springer.com/drugs/800024247	Antagonist 2778	1.3 nM [Ki]
Beta-2 adrenergic receptor 203 Target ID: P07550\|\|\|Q53GA6\|\|\|Q9UCZ3 Gene ID: 154.0 Gene Symbol: ADRB2 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/25100753 \| https://adisinsight.springer.com/drugs/800024247	Agonist 2678	3.7 nM [Ki]

PubMed

Title	Date	PubMed
A new class of bronchodilator improves lung function in COPD: a trial with GSK961081.	2013 Oct	23429913

Patents

Sample Use Guides

In Vivo Use Guide

once-daily batefenterol 37.5, 75, 150, 300, or 600 µg for 42 days administered via dry powder inhaler

Route of Administration: Other

Substance Class	Chemical Created by `admin` on `Sat Dec 16 03:12:22 GMT 2023` Edited by `admin` on `Sat Dec 16 03:12:22 GMT 2023`
Record UNII	552KVF22JT
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BATEFENTEROL SUCCINATE

Official Name

English

GSK-961081D

Code

English

BATEFENTEROL SUCCINATE [USAN]

Common Name

English

1-(3-((2-CHLORO-4-((((2R)-2-HYDROXY-2-(8-HYDROXY-2-OXO-1,2-DIHYDROQUINOLIN-5-YL)ETHYL)AMINO(METHYL)-5-METHOXYPHENYL)AMINO)-3-OXOPROPYL)PIPERIDIN-4-YL (BIPHENYL-2-YL)CARBAMATE, BUTANEDIOATE (SALT)

Systematic Name

English

GSK961081D

Code

English

BUTANEDIOIC ACID, COMPD. WITH 1-(3-((2-CHLORO-4-((((2R)-2-(1,2-DIHYDRO-8-HYDROXY-2-OXO-5-QUINOLINYL)-2-HYDROXYETHYL)AMINO)METHYL)-5-METHOXYPHENYL)AMINO)-3-OXOPROPYL)-4-PIPERIDINYL N-(1,1'-BIPHENYL)-2-YLCARBAMATE (1:1)

Common Name

English

Batefenterol succinate [WHO-DD]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C87053